Covalent template-directed synthesis of a spoked 18-porphyrin nanoring
Rings of porphyrins mimic natural light-harvesting chlorophyll arrays and offer insights into electronic delocalization, providing a motivation for creating larger nanorings with closely spaced porphyrin units. Here, we demonstrate the first synthesis of a macrocycle consisting entirely of 5,15-link...
| Main Authors: | , , , , , , , |
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| 格式: | Journal article |
| 語言: | German |
| 出版: |
Wiley
2023
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| _version_ | 1826310003939606528 |
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| author | Majewski, MA Stawski, W Van Raden, JM Clarke, M Hart, J O'Shea, JN Saywell, A Anderson, HL |
| author_facet | Majewski, MA Stawski, W Van Raden, JM Clarke, M Hart, J O'Shea, JN Saywell, A Anderson, HL |
| author_sort | Majewski, MA |
| collection | OXFORD |
| description | Rings of porphyrins mimic natural light-harvesting chlorophyll arrays and offer insights into electronic delocalization, providing a motivation for creating larger nanorings with closely spaced porphyrin units. Here, we demonstrate the first synthesis of a macrocycle consisting entirely of 5,15-linked porphyrins. This porphyrin octadecamer was constructed using a covalent six-armed template, made by cobalt-catalyzed cyclotrimerization of an H-shaped tolan with porphyrin trimer ends. The porphyrins around the circumference of the nanoring were linked together by intramolecular oxidative meso-meso coupling and partial β-β fusion, to give a nanoring consisting of six edge-fused zinc(II) porphyrin dimer units and six un-fused nickel(II) porphyrins. STM imaging on a gold surface confirms the size and shape of the spoked 18-porphyrin nanoring (calculated diameter: 4.7 nm). |
| first_indexed | 2024-03-07T07:44:09Z |
| format | Journal article |
| id | oxford-uuid:8dd35d06-e11b-402c-986c-0c2a37f49f20 |
| institution | University of Oxford |
| language | German |
| last_indexed | 2024-03-07T07:44:09Z |
| publishDate | 2023 |
| publisher | Wiley |
| record_format | dspace |
| spelling | oxford-uuid:8dd35d06-e11b-402c-986c-0c2a37f49f202023-05-22T15:20:38ZCovalent template-directed synthesis of a spoked 18-porphyrin nanoringJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:8dd35d06-e11b-402c-986c-0c2a37f49f20GermanSymplectic ElementsWiley2023Majewski, MAStawski, WVan Raden, JMClarke, MHart, JO'Shea, JNSaywell, AAnderson, HLRings of porphyrins mimic natural light-harvesting chlorophyll arrays and offer insights into electronic delocalization, providing a motivation for creating larger nanorings with closely spaced porphyrin units. Here, we demonstrate the first synthesis of a macrocycle consisting entirely of 5,15-linked porphyrins. This porphyrin octadecamer was constructed using a covalent six-armed template, made by cobalt-catalyzed cyclotrimerization of an H-shaped tolan with porphyrin trimer ends. The porphyrins around the circumference of the nanoring were linked together by intramolecular oxidative meso-meso coupling and partial β-β fusion, to give a nanoring consisting of six edge-fused zinc(II) porphyrin dimer units and six un-fused nickel(II) porphyrins. STM imaging on a gold surface confirms the size and shape of the spoked 18-porphyrin nanoring (calculated diameter: 4.7 nm). |
| spellingShingle | Majewski, MA Stawski, W Van Raden, JM Clarke, M Hart, J O'Shea, JN Saywell, A Anderson, HL Covalent template-directed synthesis of a spoked 18-porphyrin nanoring |
| title | Covalent template-directed synthesis of a spoked 18-porphyrin nanoring |
| title_full | Covalent template-directed synthesis of a spoked 18-porphyrin nanoring |
| title_fullStr | Covalent template-directed synthesis of a spoked 18-porphyrin nanoring |
| title_full_unstemmed | Covalent template-directed synthesis of a spoked 18-porphyrin nanoring |
| title_short | Covalent template-directed synthesis of a spoked 18-porphyrin nanoring |
| title_sort | covalent template directed synthesis of a spoked 18 porphyrin nanoring |
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